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Triethylamine → Ethyl 4-ethyl-7-fluoro-6-methoxy-2-oxo-1,2-dihydro-3-quinolinecarboxylate

HRID 1007867
ノート
印刷プレビュー

反応式

HRID 1007867 の反応式
C([CH:3]([C:7](Cl)=[O:8])[C:4](Cl)=[O:5])C.[NH2:10][C:11]1[CH:16]=[C:15]([F:17])[C:14]([O:18][CH3:19])=[CH:13][C:12]=1[C:20](=O)[CH2:21][CH3:22].C(N([CH2:29][CH3:30])CC)C.CC[O-:33].[Na+]>C(#N)C.O>[CH2:21]([C:20]1[C:12]2[C:11](=[CH:16][C:15]([F:17])=[C:14]([O:18][CH3:19])[CH:13]=2)[NH:10][C:7](=[O:8])[C:3]=1[C:4]([O:5][CH2:29][CH3:30])=[O:33])[CH3:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 2723922Sodium ethoxideHCID 10104164HCID 10104164、化合物HCID 109209242-Ethylpropanedioyl dichloride

生成物 1

HCID 21892008Ethyl 4-ethyl-7-fluoro-6-methoxy-2-oxo-1,2-dihydro-3-quinolinecarboxylate収率 85.3%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6342Acetonitrile溶媒2 回

実験手順

A solution of ethylmalonyl chloride (12.9 ml, 100 mmol) in anhydrous acetonitrile (30 ml) is added dropwise, under argon and at 0° C. to a solution of 1-(2-amino-4-fluoro-5-methoxyphenyl)-1-propanone (15.3 g, 77.5 mmol) and triethylamine (13.9 ml, 100 mmol) in anhydrous acetonitrile (110 ml). The reaction medium is left to return to ambient temperature, a solution of sodium ethylate (obtained by 1.8 g, 78 mmol of sodium in 80 ml of ethanol) is cannulated dropwise and under argon, then the reaction medium is left under agitation for 12 hours at ambient temperature. The reaction mixture is poured into ice-cooled water (100 ml) and agitation is carried out for two hours, then the precipitate is filtered out and washed with water, with ethanol and with ether. 19.4 g of a white solid is obtained.

後処理

  1. waitThe reaction medium is left
  2. customto return to ambient temperature
  3. additionThe reaction mixture is poured into ice-
  4. waitis carried out for two hours
  5. filtrationthe precipitate is filtered out
  6. washwashed with water, with ethanol and with ether

出典と根拠

ORDレコード
ord-62d32b041ea1483e999e6e9f76797894
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06797715B1

反応ノート

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